HCID 69420168, compound → 1-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridylmethyl]-3-phenyl-1H-pyrazole-4-carboaldehyde

HRID 349991Notes

Reaction equation

HRID 349991 reaction equation
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[N:20]=[CH:19][C:18]([CH2:21][N:22]2[CH:26]=[C:25]([CH2:27][OH:28])[C:24]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[N:23]2)=[CH:17][CH:16]=1>[O-2].[O-2].[Mn+4].C(OCC)(=O)C>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)=[N:4][C:3]=1[CH2:13][O:14][C:15]1[N:20]=[CH:19][C:18]([CH2:21][N:22]2[CH:26]=[C:25]([CH:27]=[O:28])[C:24]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[N:23]2)=[CH:17][CH:16]=1

Participants

4

Reactant 1

HCID 69420168HCID 69420168, compound

Product 1

HCID 867604221-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridylmethyl]-3-phenyl-1H-pyrazole-4-carboaldehydeYield 96.4%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 1-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridylmethyl]-3-phenyl-1H-pyrazol-4-ylmethanol (1.25 g), active manganese dioxide (3.00 g) and ethyl acetate (80 ml) was stirred at room temperature for 3 hours. After manganese dioxide was separated by filtration, the filtrate was concentrated. The residue was subjected to silica gel column chromatography to obtain 1-[6-(5-methyl-2-phenyl-4-oxazolylmethoxy)-3-pyridylmethyl]-3-phenyl-1H-pyrazole-4-carboaldehyde (1.20 g, yield 96%) as a colorless oily substance from the fraction eluted with ethyl acetate-hexane (1:1, volume ratio).

Workup

  1. customAfter manganese dioxide was separated by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-eec6aea1657c469c806e7efc04da50d8
Source dataset
uspto-grants-2007_02
Patent number
US07179823B1

Reaction notes

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